Synergistic antimicrobial compositions containing an ionene polymer and a salt of dodecylamine and methods of using the same

Compositions comprising an ionene polymer and a salt of dodecylamine are disclosed which are synergistically effective compared to the respective components alone in controlling the growth of microorganisms in or on a material or medium. Methods to control the growth of microorganisms with the use of the compositions of the present invention are also disclosed.

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Claims

1. A composition comprising (a) an ionene polymer and (b) a salt of dodecylamine, wherein components (a) and (b) are present in a synergistically microbicidally effective combined amount to control the growth of at least one microorganism, wherein the ionene polymer comprises the repeating unit of formula I: ##STR4## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are identical or different, and are selected from hydrogen, C.sub.1 -C.sub.20 alkyl optionally substituted with at least one hydroxyl group, or benzyl optionally substituted on the benzene moiety with at least one C.sub.1 -C.sub.20 alkyl group;

A is a divalent radical selected from C.sub.1 -C.sub.10 alkylene, C.sub.2 -C.sub.10 alkenylene, C.sub.2 -C.sub.10 alkynylene, C.sub.1 -C.sub.10 hydroxyalkylene, symmetric or asymmetric di-C.sub.1 -C.sub.10 -alkylenether, arylene, arylene-C.sub.1 -C.sub.10 -alkylene, or C.sub.1 -C.sub.10 -alkylenearyl-C.sub.1 -C.sub.10 alkylene;
B is a divalent radical selected from C.sub.1 -C.sub.10 alkylene, C.sub.2 -C.sub.10 alkenylene, C.sub.2 -C.sub.10 alkynylene, C.sub.1 -C.sub.10 hydroxyalkylene, arylene, arylene-C.sub.1 -C.sub.10 -alkylene, or C.sub.1 -C.sub.10 -alkylenearyl-C.sub.1 -C.sub.10 -alkylene; and
X.sup.2- is a divalent counter ion, two monovalent counter ions, or a fraction of a polyvalent counter ion sufficient to balance the cationic charge in the repeating unit which forms the ionene polymer backbone.

2. The composition of claim 1, wherein the microorganism is bacteria, fungi, or algae.

3. The composition of claim 1, wherein said salt of dodecylamine is an organic salt of dodecylamine.

4. The composition of claim 3, wherein said organic salt of dodecylamine is a carboxylic acid salt of dodecylamine.

5. The composition of claim 4, wherein said carboxylic acid is selected from the group consisting of acyclic, cyclic or aromatic mono- or dicarboxylic acids having up to ten carbon atoms.

6. The composition of claim 5, wherein said carboxylic acid salt of dodecylamine is selected from the group consisting of dodecylamine acetate, dodecylamine propionate, dodecylamine butyrate, dodecylamine citrate, dodecylamine lactate, dodecylamine valerate, dodecylamine phthalate, dodecylamine succinate, dodecylamine octanoate, dodecylamine nonanate, dodecylamine formate, dodecylamine sorbate, dodecylamine oxalate, dodecylamine laurate, dodecylamine benzoate, dodecylamine 2-hydroxybenzoate, dodecylamine 3-hydroxybenzoate, or dodecylamine 4-hydroxybenzoate.

7. The composition of claim 6, wherein said carboxylic acid salt of dodecylamine is dodecylamine acetate, dodecylamine propionate, dodecylamine butyrate, dodecylamine valerate, dodecylamine phthalate, dodecylamine succinate, dodecylamine citrate, or dodecylamine lactate.

8. The composition of claim 1, wherein said salt of dodecylamine is an inorganic salt of dodecylamine.

9. The composition of claim 8, wherein said inorganic salt of dodecylamine is dodecylamine hydrochloride.

10. The composition of claim 5, wherein said carboxylic acid salt of dodecylamine has the following general formula:

11. The composition of claim 1, wherein the weight ratio of (a) to (b) is from about 1:99 to about 99:1.

12. The composition of claim 11, wherein the weight ratio of (a) to (b) is from about 1:30 to about 30:1.

13. The composition of claim 12, wherein the weight ratio of (a) to (b) is from about 1:2 to about 2:1.

15. The composition of claim 1, wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each methyl, A is --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --, B is --CH.sub.2 CH.sub.2 --, and X.sup.2- is 2 Cl.sup.-.

16. The composition of claim 1, wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each methyl, A is --CH.sub.2 CH(OH)CH.sub.2 --, B is --CH.sub.2 CH.sub.2 -- and X.sup.2- is 2 Cl.sup.-.

17. A method of controlling the growth of at least one microorganism in or on a material or medium susceptible to attack by microorganism comprising the step of adding to the material or medium a composition comprising (a) an ionene polymer and (b) a salt of dodecylamine in a synergistically microbicidally effective combined amount to control the growth of at least one microorganism, wherein the ionene polymer comprises the repeating unit of formula I: ##STR5## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are identical or different, and are selected from hydrogen, C.sub.1 -C.sub.20 alkyl optionally substituted with at least one hydroxyl group, or benzyl optionally substituted on the benzene moiety with at least one C.sub.1 -C.sub.20 alkyl group;

A is a divalent radical selected from C.sub.1 -C.sub.10 alkylene, C.sub.2 -C.sub.10 alkenylene, C.sub.2 -C.sub.10 alkynylene, C.sub.1 -C.sub.10 hydroxyalkylene, symmetric or asymmetric di-C.sub.1 -C.sub.10 -alkylenether, arylene, arylene-C.sub.1 -C.sub.10 -alkylene, or C.sub.1 -C.sub.10 -alkylenearyl-C.sub.1 -C.sub.10 alkylene;
B is a divalent radical selected from C.sub.1 -C.sub.10 alkylene, C.sub.2 -C.sub.10 alkenylene, C.sub.2 -C.sub.10 alkynylene, C.sub.1 -C.sub.10 hydroxyalkylene, arylene, arylene-C.sub.1 -C.sub.10 -alkylene, or C.sub.1 -C.sub.10 -alkylarylene-C.sub.1 -C.sub.10 -alkylene; and
X.sup.2- is a divalent counter ion, two monovalent counter ions or a fraction of a polyvalent counter ion sufficient to balance the cationic charge in the repeating unit which forms the ionene polymer backbone.

18. The method of claim 17, wherein the microorganism is selected from bacteria, fungi, and algae.

19. The method of claim 17, wherein the material or medium is wood pulp, wood chips, lumber, paint, leather, adhesive and coatings, animal hides, tanning liquor, paper mill liquor, a metalworking fluid, petrochemical, pharmaceutical formulation, cooling water, recreational water, dyes, clays, mineral slurries, cationic surfactants and formulations with cationic surfactants, influent water, waste water, pasteurizers, retort cookers, a cosmetic or toiletry formulation, textiles, a geological drilling lubricant or an agrochemical composition for crop or seed protection.

20. The method of claim 17, wherein the material or medium is in the form of a solid, dispersion, emulsion, solution or a solid.

21. The method of claim 17, wherein said salt of dodecylamine is an organic salt of dodecylamine.

22. The method of claim 21, wherein said organic salt of dodecylamine is a carboxylic acid salt of dodecylamine.

23. The method of claim 22, wherein said carboxylic acid is selected from the group consisting of acyclic, cyclic or aromatic mono- or dicarboxylic acids having up to ten carbon atoms.

24. The method of claim 23, wherein said carboxylic acid salt of dodecylamine is selected from the group consisting of dodecylamine acetate, dodecylamine propionate, dodecylamine butyrate, dodecylamine citrate, dodecylamine lactate, dodecylamine valerate, dodecylamine phthalate, dodecylamine succinate, dodecylamine octanoate, dodecylamine nonanate, dodecylamine formate, dodecylamine sorbate, dodecylamine oxalate, dodecylamine laurate, dodecylamine benzoate, dodecylamine 2-hydroxybenzoate, dodecylamine 3-hydroxybenzoate, or dodecylamine 4-hydroxybenzoate.

25. The method of claim 24, wherein said carboxylic acid salt of dodecylamine is dodecylamine acetate, dodecylamine propionate, dodecylamine butyrate, dodecylamine valerate, dodecylamine phthalate, dodecylamine succinate, dodecylamine citrate, or dodecylamine lactate.

26. The method of claim 17, wherein said salt of dodecylamine is an inorganic salt of dodecylamine.

27. The method of claim 26, wherein said inorganic salt of dodecylamine is dodecylamine hydrochloride.

28. The method of claim 23, wherein said carboxylic acid salt of dodecylamine has the following general formula:

29. The method of claim 17, wherein the weight ratio of (a) to (b) is from about 1:99 to about 99:1.

30. The method of claim 29, wherein the weight ratio of (a) to (b) is from about 1:30 to about 30:1.

31. The method of claim 30, wherein the weight ratio of (a) to (b) is from about 1:2 to about 2:1.

32. The method of claim 17, wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each methyl, A is --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --, B is --CH.sub.2 CH.sub.2 --, and X.sup.2- is 2 Cl.sup.-.

33. The method of claim 17, wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each methyl, A is --CH.sub.2 CH(OH)CH.sub.2 --, B is --CH.sub.2 CH.sub.2 -- and X.sup.2- is 2 Cl.sup.-.

34. A method for preventing spoilage of a material or medium caused by bacteria or fungi or algae comprising the step of adding to the material or medium a composition comprising (a) an ionene polymer and (b) a salt of dodecylamine in a synergistically microbicidally effective combined amount to prevent spoilage, wherein the ionene polymer comprises the repeating unit of formula I: ##STR6## wherein R.sup.1, R.sup.2, R.sup.3, and R.sup.4 are identical or different, and are selected from hydrogen, C.sub.1 -C.sub.20 alkyl optionally substituted with at least one hydroxyl group, or benzyl optionally substituted on the benzene moiety with at least one C.sub.1 -C.sub.20 alkyl group;

A is a divalent radical selected from C.sub.1 -C.sub.10 alkylene, C.sub.2 -C.sub.10 alkenylene, C.sub.2 -C.sub.10 alkynylene, C.sub.1 -C.sub.10 hydroxyalkylene, symmetric or asymmetric di-C.sub.1 -C.sub.10 -alkylenether, arylene, arylene-C.sub.1 -C.sub.10 -alkylene, or C.sub.1 -C.sub.10 -alkylenearyl-C.sub.1 -C.sub.10 -alkylene;
B is a divalent radical selected from C.sub.1 -C.sub.10 alkylene, C.sub.2 -C.sub.10 alkenylene, C.sub.2 -C.sub.10 alkynylene, C.sub.1 -C.sub.10 hydroxyalkylene, arylene, arylene-C.sub.1 -C.sub.10 -alkylene, or C.sub.1 -C.sub.10 -alkylarylene-C.sub.1 -C.sub.10 -alkylene; and
X.sup.2- is a divalent counter ion, two monovalent counter ions, or a fraction of a polyvalent counter ion sufficient to balance the cationic charge in the repeating unit which forms the ionene polymer backbone.
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Patent History
Patent number: 5843865
Type: Grant
Filed: Feb 6, 1997
Date of Patent: Dec 1, 1998
Assignee: Buckman Laboratories International, Inc. (Memphis, TN)
Inventors: Fernando Del Corral (Memphis, TN), Percy Jaquess (Tigrett, TN), David Oppong (Memphis, TN)
Primary Examiner: Allen J. Robinson
Law Firm: Armstrong, Westerman, Hattori, McLeland & Naughton
Application Number: 8/796,575